Deals on vacations and trips to Darlington

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Darlington flight + hotel vacation packages

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The Edgewater

The Edgewater

4.5 out of 5
Downtown Madison
Price was $561, price is now $465 per person
$465
per person
Nov 14 - Nov 16
found 21 hours ago
Roundtrip flight included
New York (NYC) to Madison (MSN)
A full-service spa, a hot tub, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, express check-in, and free airport shuttle. Unwind with a drink at one of the 4 bars/lounges and enjoy perks like a free area shuttle.
Graduate by Hilton Madison

Graduate by Hilton Madison

4 out of 5
Downtown Madison
Save 100% on your flight
Price was $1,134, price is now $733 per person
$733
per person
Nov 14 - Nov 16
found 21 hours ago
Roundtrip flight included
New York (NYC) to Madison (MSN)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and valet parking. There's a rooftop terrace on site, and a 24-hour front desk and a coffee shop are also provided.
The Saddlery Madison Downtown

The Saddlery Madison Downtown

2 out of 5
Downtown Madison
Price was $604, price is now $466 per person
$466
per person
Nov 14 - Nov 16
found 21 hours ago
Roundtrip flight included
New York (NYC) to Madison (MSN)
This hotel features free WiFi in public areas, laundry facilities, and self parking. A virtual front desk are provided for your convenience.
Homewood Suites by Hilton Madison West

Homewood Suites by Hilton Madison West

3 out of 5
Price was $937, price is now $751 per person
$751
per person
Nov 6 - Nov 10
found 9 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Madison (MSN)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.
Hilton Madison Monona Terrace

Hilton Madison Monona Terrace

4 out of 5
Downtown Madison
Price was $827, price is now $683 per person
$683
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Madison (MSN)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and WiFi in public areas. There's a gym on site, and laundry facilities and concierge services are also offered.

Top Darlington hotels deals

Darlington Inn

Darlington Inn

2 out of 5
201 Christiensen Dr, Darlington, WI
Free Cancellation
Reserve now, pay when you stay
$79 nightly
The price is $86 total per night
$86 total
Oct 12 - Oct 13
Total with taxes and fees
This motel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
Wyndham Garden Galena Hotel & Day Spa

Wyndham Garden Galena Hotel & Day Spa

4 out of 5
11383 US Highway 20, Galena, IL
Free Cancellation
Reserve now, pay when you stay
$96 nightly
The price is $107 total per night
$107 total
Oct 20 - Oct 21
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and free perks like self-serve breakfast and free self parking.
Pool
Hot Tub
Stoney Creek Inn Galena

Stoney Creek Inn Galena

2 out of 5
940 Galena Square Dr, Galena, IL
Free Cancellation
$102 nightly
The price is $113 total per night
$113 total
Nov 3 - Nov 4
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
Irish Cottage Inn & Suites

Irish Cottage Inn & Suites

3.5 out of 5
9853 US-20, Galena, IL
Free Cancellation
Reserve now, pay when you stay
$144 nightly
The price is $160 total per night
$160 total
Nov 4 - Nov 5
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this traditional hotel. Enjoy the gym and free perks like buffet breakfast and free self parking. Relax with a drink at the bar/lounge and enjoy the hot tub.
Pool
Hot Tub
Don Q Inn

Don Q Inn

2.5 out of 5
3658 State Road 23, Dodgeville, WI
Free Cancellation
Reserve now, pay when you stay
$80 nightly
The price is $91 total per night
$91 total
Oct 12 - Oct 13
Total with taxes and fees
This hotel features an indoor pool and a seasonal outdoor pool. Enjoy the hot tub and free perks like continental breakfast and free self parking. A business center, free WiFi in public areas, and a lobby fireplace are also on offer.
Pool
Hot Tub
Country Inn & Suites by Radisson, Galena, IL

Country Inn & Suites by Radisson, Galena, IL

2.5 out of 5
11334 Oldenburg Ln, Galena, IL
Free Cancellation
$108 nightly
The price is $120 total per night
$120 total
Oct 28 - Oct 29
Total with taxes and fees
2 indoor pools, a hot tub, and a gym are all featured at this hotel. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking.
Pool
Hot Tub
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

Lamont Town Hall

After visiting Lamont Town Hall, make a plan to see the other sights and activities in Darlington. You can enjoy the restaurants while in the area.

Lamont Town Hall

Frequently asked questions

How much are vacation packages to Darlington?
You can land an awesome flight and hotel bundle for an affordable $465. With a Travelocity vacation package, a trip to Darlington has never looked more enticing! Save your time and money and then start packing those bags.
How long should my Darlington vacation be?
If you need some guidance, most travelers spend roughly 2 nights vacationing in Darlington. But to uncover the true spirit of this destination, stay a few extra nights. You'll be able to check off more attractions and really experience the local culture.
Where can I get the best vacation package deals for Darlington?
For an amazing package deal to Darlington, you can't go past Travelocity. Select from 400 airlines and 1,000,000 properties worldwide to create your ultimate escape — it couldn't be easier than that.
Why should I book my Darlington vacation package via Travelocity?
With our Price Match Guarantee, we'll match any cheaper price you find. Add to that our 24/7 customer support and top-quality service and the vacation you've been dreaming of is well within reach.
Can I save money on my Darlington car rental if I combine it with hotels and flights?
With a Darlington vacation package, you can combine your car, hotel and flight bookings and save a tidy sum. If you're in the mood to explore the best of this impressive part of the world, why not make a beeline for Six Flags Great America? This popular sight is 110 mi from Darlington. With a rental car, you'll be there in no time.
Which airport is best for Darlington?
Many people choose to fly into Dane County Regional Airport (MSN), 50 mi northeast of downtown Darlington. Others prefer Rockford, IL (RFD-Greater Rockford) (60 mi away from central Darlington) or Dubuque Regional Airport (DBQ) (35 mi away from central Darlington).
Where should I stay when visiting Darlington?
Many people choose to stay at the Newly renovated home with UTV/Snowmobile access to the Cheese County Trail!. It's sure to be a great base for your Darlington getaway.

Photos of local treasures

Browse Darlington vacation photos for more inspiration